allyl 6-O-(tert-butyldiphenylsilyl)-D-galactopyranosyl-β-(1,4)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

Base Information

• Chemical Name: allyl 6-O-(tert-butyldiphenylsilyl)-D-galactopyranosyl-β-(1,4)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside
• CAS No.: 144002-27-7
• Molecular Formula: C₄₉H₆₅NO₁₁Si₂
• Molecular Weight: 900.226

Synonyms:allyl 6-O-(tert-butyldiphenylsilyl)-D-galactopyranosyl-β-(1,4)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

Chemical Property of allyl 6-O-(tert-butyldiphenylsilyl)-D-galactopyranosyl-β-(1,4)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

Chemical Property:

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Technology Process of allyl 6-O-(tert-butyldiphenylsilyl)-D-galactopyranosyl-β-(1,4)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

There total 1 articles about allyl 6-O-(tert-butyldiphenylsilyl)-D-galactopyranosyl-β-(1,4)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 7.0%

allyl 2-acetamido-2-deoxy-β-D-glucopyranoside (54400-75-8,64650-83-5,88903-97-3,116347-86-5,140849-88-3,144300-01-6,54400-77-0) + β-D-galactopyranoside (7296-64-2) + tert-butylchlorodiphenylsilane (58479-61-1) → allyl 6-O-(tert-butyldiphenylsilyl)-D-galactopyranosyl-β-(1,4)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside (144002-27-7) + C65H83NO11Si3 (144002-28-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 10h; Ambient temperature;

Reference yield: 100.0%

acetic anhydride (108-24-7) + allyl 6-O-(tert-butyldiphenylsilyl)-D-galactopyranosyl-β-(1,4)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside (144002-27-7) → Acetic acid (2R,3R,4R,5S,6R)-3-acetylamino-2-allyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-yl ester

Guidance literature:

With pyridine;

Reference yield: 48.0%

allyl 6-O-(tert-butyldiphenylsilyl)-D-galactopyranosyl-β-(1,4)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside (144002-27-7) + Benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2-O-(dibenzylphosphityl)-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosonate → Allyl -(2,3)-6-O-(tert-butyldiphenylsilyl)-β-D-galactosyl-(1,4)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

Guidance literature:

With molecular sieve; trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -40 ℃;

DOI:10.1021/jo00083a032

upstream raw materials:

allyl 2-acetamido-2-deoxy-β-D-glucopyranoside

β-D-galactopyranoside

tert-butylchlorodiphenylsilane

Downstream raw materials:

-(2,3)-<6-O-(tert-butyldiphenylsilyl)-β-D-galactosyl>-(1,4)-allyl 2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

C₆₉H₉₂N₂O₂₃Si₂

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